2 BEDS, 1 BATH
$1,270
Deals & Discount Filters
Apartments under $1,400 for Rent in Winter Park, FL
360 Rentals
-
-
2 BEDS, 2 BATHS$1,3203011 George Mason Ave Unit 3
3011 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3501250 S Denning Dr Unit 208
1250 S Denning Dr, Winter Park, FL 32789 -
1 BED, 1 BATH$1,370
2905 Antique Oaks Cir Unit 4
2905 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
3212 Netherwood Dr
3212 Netherwood Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,400
1695 Lee Rd Unit C110
1695 Lee Rd, Winter Park, FL 32789 -
2 BEDS, 2 BATHS$1,3503651 N Goldenrod Rd Unit B#104
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,3003060 George Mason Ave Unit 10C
3060 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$925
555 Flemming Way Unit 207
555 Flemming Way, Maitland, FL 32751 -
1 BED, 1 BATH$1,150
2075 Howell Branch Rd Unit 109
2075 Howell Branch Rd, Maitland, FL 32751 -
1 BED, 1 BATH$1,050525 S Lakemont Ave
525 S Lakemont Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,300Stylish Remodeled 1BR Condo with Pool & Low HOA – Ideal Winter Park Investment Unit N-10C
3060 George Mason Ave, Winter Park, FL 32792 -
1 BED, 1 BATH$1,1007341 Daniel Webster Dr
7341 Daniel Webster Dr, Winter Park, FL 32792 -
1 BED, 1 BATH$1,100
3075 Aaron Burr Ave
3075 Aaron Burr Ave, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,350
3651 N Goldenrod Rd Unit D101
3651 N Goldenrod Rd, Winter Park, FL 32792 -
1 BED, 1 BATH$1,350
200 St Andrews Blvd Unit 101
200 St Andrews Blvd, Winter Park, FL 32792 -
2 BEDS, 2 BATHS$1,3203011 George Mason Ave Unit 3B
3011 George Mason Ave, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,2702183 Crandon Ave Unit 1
2183 Crandon Ave, Winter Park, FL 32789 -
1 BED, 1 BATH$1,050
2326 Wellington Blvd
2326 Wellington Blvd, Winter Park, FL 32789 -
1 BED, 1 BATH$1,350
Beautiful Remodeled 1/1 Condo x Rent @ Winter Park in front of Full Sail. Unit 146
3032 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,325
Beautiful 1/1 Wood Floors Condo for Rent in Winter Park Unit 6
2905 Antique Oaks Cir, Winter Park, FL 32792 -
1 BED, 1 BATH$1,275
Adorable 1 Bed 1 Bath Winter Park Condo
3014 Antique Oaks Cir, Winter Park, FL 32792 -
2 BEDS, 1 BATH$1,340
2055 Eaton St
2055 Eaton St, Maitland, FL 32751 -
2 BEDS, 1 BATH$1,315
Cozy 2 bedroom/1 bath Duplex
385 Lime St, Maitland, FL 32751 -
2 BEDS, 1.5 BATHS$1,200
2 bedroom 1.5 Bath Eatonville Duplex
44-B Calhoun Ave, Maitland, FL 32751 -
STUDIO, 1 BATH$1,199
FREE 1ST MONTH RENT Studio Condo on Lake Howell With Boat Launch Lake Access & Pool! Unit #E
606 Georgetown Dr, Casselberry, FL 32707 -
1 BED$1,399
Sapphire Winter Park
1743 Semoran North Cir, Winter Park, FL 32792 -
STUDIO$1,249+1 BED$1,399+
Azure Winter Park
3650 Summer Wind Dr, Winter Park, FL 32792 -
1 BED$1,350
Whisper Lake Apartments
3250 Whisper Lake Ln, Winter Park, FL 32792
Showing 42 of 71 results, Page 2 of 2
Can't find what you are looking for?
Clear All FiltersWinter Park at a Glance
Renting in Winter Park
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 537 Sq Ft $1,385 / mo
- 1 Bedroom 707 Sq Ft $1,453 / mo
- 2 Bedrooms 1,020 Sq Ft $1,715 / mo
- 3 Bedrooms 1,273 Sq Ft $2,016 / mo
- 4 Bedrooms 1,506 Sq Ft $1,544 / mo
Top Budget-Friendly Neighborhoods in Winter Park
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Four Seasons 602 Sq Ft $1,262/mo
- Winter Park Pines Merrie Oaks 602 Sq Ft $1,262/mo
- Winter Park Woods 765 Sq Ft $1,392/mo
- Winter Park Pines 706 Sq Ft $1,440/mo
- Eastbrook 724 Sq Ft $1,453/mo
- Laurel Springs 741 Sq Ft $1,475/mo
- Lake Howell 745 Sq Ft $1,546/mo
- Winter Park Estates 679 Sq Ft $1,554/mo
- Windward Square 780 Sq Ft $1,566/mo
- Glenmoor 708 Sq Ft $1,567/mo
Getting Around Winter Park
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
tooltips
Submitting Request
Thank You
About Our Deals
Apartment Finder utilizes the industry's largest and most complete database of real-time rents and availabilities to help you find an amazing deal on your next rental.
Price Drop
Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.